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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1581690Generated: November 1, 2026

1,2-Dichloroethane → HCID 9930024, compound

https://huagongshe.com/reaction/1581690

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantmethyl((1-methyl-1H-indol-2-yl)methyl)amineHCID 11401058—
ReactantHCID 69554926HCID 69554926—
Solventdichloromethane N,N-dimethylformamideHCID 22350042—
ProductHCID 9930024HCID 993002447.3%

Reaction Steps

To 4-amino-2-phenoxybenzoic acid hydrochloride (1.0 g, 3.4 mmole) in 1:1 DMF/CH2Cl2 (75 mL) was added 1-methyl-2-(methylaminomethyl)indole (0.61 g, 3.5 mmole), HOBt.H2O (0.47 g, 3.5 mmole), Et3N (1.0 mL, 7.1 mmole), then EDC (0.67 g, 3.5 mmole). The reaction was stirred at RT for 16 hr then was concentrated under vacuum. The residue was taken up in EtOAc (200 mL) and-the solution was washed with water, dried (Na2SO4), and concentrated. Flash chromatography on silica gel (2% MeOH/CHCl3, then rechromatography using 70% EtOAc/hexanes) gave the title compound (0.62 g, 42%) as a white solid: MS (ES) m/e 386.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06730684B1
Source datasetuspto-grants-2004_05
ORD IDord-aa527a056951470d9d09cc4d24dc60cf
Source noteuspto-grants-2004_05